Four Seasons Maui at Wailea: An Insider’s Complete Review
When travelers dream of Hawaii, Maui often comes first to mind: golden beaches, volcanic landscapes, and a laid-back sophistication that makes it one of the world’s favorite islands. And at the very heart of Maui’s luxury scene sits Four Seasons Resort Maui at Wailea—an icon that has defined what high-end Hawaiian travel looks like for decades.
As a Four Seasons Preferred Partner and someone who has personally stayed here many times, I can tell you this property is much more than a glamorous resort. It’s a place where art, culture, wellness, and family all converge, and where the service is so fine-tuned that you’ll often feel like the entire property is running just for you.
This guide is my unfiltered take on Four Seasons Maui at Wailea—what makes it extraordinary, what you need to know before booking, and how I help clients experience it as VIPs.
Arrival: Classic Maui Elegance from the Start
Flying into Kahului Airport, you immediately sense Maui’s energy: sunny, breezy, and vibrant. From the airport, it’s about a 30–40 minute drive to Wailea. Wailea is Maui’s luxury enclave, home to some of the island’s best beaches and most prestigious resorts.
The arrival at Four Seasons Maui is understated but powerful: an open-air lobby with sweeping ocean views, floral leis, cool towels, and a staff that greets you by name if you’ve booked through a luxury travel agency like mine. From the first moment, it feels less like checking into a hotel and more like stepping into a lifestyle.
Welcome to Four Seasons Maui
Accommodations: Spacious, Sophisticated, and Designed for Relaxation
With 383 rooms and suites, Four Seasons Resort Maui at Wailea is the largest of the Four Seasons properties in Hawaii, but it never feels overwhelming. The design leans into understated elegance—muted colors, natural wood, large marble bathrooms, and plenty of space to unwind.
Room Highlights:
Standard Rooms: At 600 square feet, they’re among the most spacious entry-level rooms on Maui. Each comes with a private lanai, deep soaking tub, and marble bathroom. Families love that rooms can connect, and I handle those configurations for my clients.
Ocean-View Rooms: These strike the balance between price and scenery, with sweeping views of Wailea Beach and the Pacific.
Prime Ocean-View Rooms: If you want the postcard-perfect panorama, this is it. These are worth the splurge if the view is a priority.
Garden-View Rooms: Surrounded by lush greenery, these are quieter and more private. They’re also the most budget-friendly way to access the Four Seasons Maui experience.
Suites: Ranging from 1,100 to 1,800 square feet, suites come with living rooms, dining areas, and multiple lanais. Perfect for families or groups who need more space.
Specialty Suites: The Maile, Lokelani, and Elite suites include full kitchens, dining rooms, and expansive lanais. These are often chosen for extended Maui family vacations or milestone celebrations.
Room Amenities:
Every room features down duvets, terry robes, exclusive Hawaiian bath products, a Nespresso station, and technology like flat-screen TVs, Apple TV, and in-room tablets for managing services. Wi-Fi is complimentary, and the refreshment center is always stocked.
What sets Four Seasons Maui rooms apart isn’t just the size, but how thoughtfully they’re designed for both couples and families. It’s easy to feel pampered here without sacrificing the comforts that make traveling with children seamless.
Dining: Where Maui’s Culinary Scene Shines
Four Seasons Maui at Wailea is a culinary destination in its own right. With three signature restaurants plus casual outlets, dining here rivals any big city scene—just with a much better view.
Spago Maui: Wolfgang Puck’s flagship on the island, serving Hawaiian-California cuisine with sweeping ocean views. Think sashimi with jalapeño ponzu, fresh island fish, and a wine list that makes it one of the best dining experiences on Maui.
Ferraro’s Bar e Ristorante: An open-air Italian restaurant set right on the water. Handmade pastas, fresh seafood, and romantic ambiance make this my top pick for couples.
DUO Steak & Seafood: Casual by day, sophisticated by night. Known for its premium cuts, seafood towers, and lively poolside breakfasts.
Lobby Lounge: The resort’s heartbeat at sunset. Live music, sushi, cocktails, and a setting that draws guests and locals alike.
This is where booking through me as your personal travel planner matters—my clients get priority access to the toughest reservations, especially Spago at sunset.
Pools & Beach: The Best of Both Worlds
Pools: There are three pools, each with its own identity.
Serenity Pool: The adults-only infinity pool is legendary, with panoramic ocean views, swim-up bar, and private cabanas. It’s the resort’s most Instagrammed spot, and rightfully so.
Waterfall Pool: The main family pool, complete with a waterfall, is lively without being overwhelming.
Fountain Pool: A quieter family-friendly pool, perfect for parents with younger kids.
Beach: Wailea Beach is one of the best in Hawaii—golden sand, calm waters, and plenty of activities. The resort offers complimentary snorkel gear, stand-up paddleboards, and kayaks. I’ve arranged private outrigger canoe trips for clients here, and the experience feels authentic and unforgettable.
Gorgeous pools and stunning soft sand beaches
Spa & Wellness: Elevated Relaxation
The spa at Four Seasons Resort Maui is one of the largest and most luxurious in Hawaii. Treatments use Hawaiian botanicals, and there are open-air hales for massages by the ocean. The wellness program includes yoga, barre, and stand-up paddleboard fitness classes.
For guests prioritizing health, the resort also offers nutrition consultations and wellness-focused cuisine. It’s part of why I often recommend Maui for clients who want a balance between indulgence and well-being.
Kids For All Seasons: Why Families Love This Resort
For those planning Maui family vacations, Four Seasons Maui delivers in spades. The Kids For All Seasons program runs daily and is complimentary for children ages 5 to 12. Activities include tide pool exploration, Hawaiian arts and crafts, hula lessons, and cultural storytelling.
What sets it apart is that kids are fully engaged while parents are free to enjoy the Serenity Pool, a long spa treatment, or a romantic dinner without worry. Families often tell me it’s the best balance they’ve ever found on vacation—time together, but also time apart.
Service: Signature Four Seasons
Service here is polished, warm, and deeply intuitive. Staff remember your preferences—down to your morning coffee order or your favorite poolside seat. My clients often remark on how natural it feels, never forced or scripted. When you combine this with the fact that guests booked through the Four Seasons Preferred Partner program are treated as VIPs from arrival, the experience goes from great to extraordinary.
Best Time to Visit
Winter (December–March): Peak season, lively, with the best whale watching.
Spring (April–June): My favorite sweet spot—great weather, fewer crowds, and better value.
Summer (July–August): Family-heavy season, ideal for school breaks, with expanded children’s programming.
Fall (September–November): Quieter and more affordable, with warm seas and fewer visitors.
Insider Intel: What to Know Before You Go
Renovations & Updates: Four Seasons Maui underwent a major refresh in recent years, so rooms and public spaces feel modern and polished. Currently, no disruptive construction is underway (though I always confirm this for my clients before booking).
Cabanas at the Serenity Pool: Book early. They’re some of the most coveted cabanas in Hawaii, complete with flat-screen TVs, stocked mini-bars, and personal attendants.
Cultural Programming: The resort regularly hosts local artists, hula performances, and Hawaiian cultural workshops that elevate the experience beyond “just” a resort stay.
My Verdict: Who Four Seasons Maui Is Best For
Four Seasons Maui at Wailea is the most glamorous of the Four Seasons properties in Hawaii. It’s perfect for:
Couples: Honeymoons, anniversaries, or anyone who wants romance with a side of sophistication.
Families: With spacious rooms, connecting options, and Kids For All Seasons, it’s one of the best resorts in Hawaii for multi-generational trips.
Wellness Travelers: Spa, fitness, and nutrition programming mean you can indulge and reset at the same time.
Food Lovers: With Spago, Ferraro’s, and DUO, you don’t have to leave the resort for world-class dining.
Why Book with a Four Seasons Preferred Partner
As a luxury travel agency insider, booking with me ensures you’re treated like a VIP. My clients receive:
Daily breakfast for two
Resort credit
Priority upgrades at check-in
Personalized welcome amenities
My direct line to the resort team
It’s the difference between being a name on a reservation and being a guest the staff already knows before you arrive.
Conclusion
Four Seasons Resort Maui at Wailea is where glamour meets the aloha spirit. It’s a resort that defines luxury on Maui while still keeping a strong sense of place, culture, and family. Whether you’re planning a romantic escape, a family vacation, or a milestone celebration, this property delivers an experience that stays with you long after you’ve left the island.
When you book through me, you don’t just get a room—you get recognition, insider access, and a personal travel planner who ensures every detail is seamless. For many of my clients, Maui becomes their introduction to the magic of Four Seasons in Hawaii. And more often than not, it’s just the beginning of a love affair with the brand.